Journal
ORGANIC LETTERS
Volume 17, Issue 10, Pages 2366-2369Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b00865
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Funding
- National Science Centre (Poland) [Opus 2011/03/B/ST5/01034, Maestro 2011/02/ST5/00472]
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A novel method for the synthesis of 1-silyl-substituted 1,3-butadienes, based on [RuHCl(CO)(PCy3)(2)]-catalyzed silylative coupling of terminal (E)-1,3-dienes with vinylsilanes, is reported. The reaction provides a facile and straightforward access to (E,E)-dienylsilanes in a highly stereoselective fashion (especially for aryl-substituted dienes) and opens a valuable and general synthetic route for the direct catalytic silylation of conjugated dienes with elimination of ethylene as a single byproduct. Preliminary results on synthetic application of the synthesized silylated 1,3-butadienes in desilylation reactions are described.
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